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词条 Pentachlorobenzenethiol
释义

  1. Synthesis

  2. Properties

  3. Applications

  4. See also

  5. References

  6. External links

{{Chembox
| ImageFile = Pentachlorbenzolthiol.svg
| ImageSize = 200px
| ImageAlt =
| IUPACName = 2,3,4,5,6-pentachlorobenzenethiol
| OtherNames = Pentachlorobenzenethiol, pentachlorothiophenol, PCBT
| Section1 = {{Chembox Identifiers
| CASNo = 133-49-3
| PubChem = 8620
| ChemSpiderID = 8301
| EINECS = 205-107-8
| SMILES = C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)S
| StdInChI= 1S/C6HCl5S/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H
| StdInChIKey= LLMLGZUZTFMXSA-UHFFFAOYSA-N
| Section2 = {{Chembox Properties
| C=6|H=1|Cl=5|S=1
| Appearance = Gray solid
| Density = 1.7±0.1 g/cm3
| Solubility = Insoluble
| MeltingPtC = 231.5
| BoilingPtC =
| VaporPressure =
| Section3 = {{Chembox Hazards
| MainHazards =
| GHSPictograms = {{GHS05}}
| GHSSignalWord = WARNING
| HPhrases =
| PPhrases =
| FlashPtC = 144.6
| AutoignitionPt =
}}Pentachlorobenzenethiol is a chemical compound from the group of thiols and organochlorine compounds.[1] The chemical formula is {{chem|C|6|H|Cl|5|S}}.[2]

Synthesis

Pentachlorobenzenethiol can be obtained from hexachlorobenzene.[3]

Properties

Pentachlorobenzenethiol is a combustible gray solid with an unpleasant odor, practically insoluble in water. It has a monoclinic crystal structure.[4] The compound is not well-biodegradable and presumably bioaccumulable and toxic for aquatic organisms.

Pentachlorobenzenethiol is itself a metabolite of hexachlorobenzene and is found in the urine and the excretions of animals receiving hexachlorobenzene.[5] Pentachlorobenzenethiol has a high potential for long-range transport via air as it is very slowly degraded in atmosphere.[6]

Applications

Pentachlorobenzenethiol is used in the rubber industry. The compound is added to rubber (both natural and synthetic) to facilitate processing (mastication).

See also

  • Chlorobenzene
  • Dichlorobenzene
  • Trichlorobenzene
  • Pentachlorobenzene
  • Hexachlorobenzene

References

1. ^{{cite web|title=Pentachlorobenzenethiol|url=http://www.chemindustry.com/chemicals/0268505.html|publisher=chemindustry.com|accessdate=9 June 2017}}
2. ^{{cite web|title=2,3,4,5,6-pentachlorobenzenethiol|url=http://www.chemsynthesis.com/base/chemical-structure-23939.html|accessdate=9 June 2017}}
3. ^{{cite journal|last1=Gates|first1=B. C.|last2=Webber|first2=K. M.|title=Pentachlorobenzenethiol: A new promotor for the Rh(I)-complex-catalyzed methanol carbonylation|journal=Journal of Catalysis|date=May 1977|volume=47|issue=2|pages=269–271|doi=10.1016/0021-9517(77)90174-9|url=http://www.sciencedirect.com/science/article/pii/0021951777901749|accessdate=9 June 2017}}
4. ^{{cite journal|last1=Wojcik|first1=G.|last2=Charbonneau|first2=G. P.|last3=Delugeard|first3=Y.|last4=Toupet|first4=L.|title=The disordered crystal structure of pentachlorothiophenol|journal=Acta Crystallogr.|date=1980|volume=B36|issue=2|pages=506–507|doi=10.1107/S0567740880003706|url=http://scripts.iucr.org/cgi-bin/paper?S0567740880003706|accessdate=9 June 2017}}
5. ^{{cite journal|last1=Koss|first1=G.|last2=Koransky|first2=W.|last3=Steinbach|first3=K.|title=Studies on the toxicology of hexachlorobenzene: II. Identification and determination of metabolites.|journal=Archives of Toxicology|date=June 1976|volume=35|issue=2|pages=107–114|doi=10.1007/BF00372764}}
6. ^{{cite web|title=TC NES SUBGROUP ON IDENTIFICATION OF PBT AND VPVB SUBSTANCES|url=https://echa.europa.eu/documents/10162/be8c1c49-af6e-4b6f-9927-b4e1bc7f50f5|website=EChA|publisher=echa.europa.eu|accessdate=9 June 2017}}

External links

  • [https://www.google.ch/patents/US2922820 Preparation of pentachlorothiophenol US 2922820 A]

3 : Benzene derivatives|Thiols|Organochlorides

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